Find Cheap Caribbean - Southern Cruises in October 2027

Starts: Mon, Apr 12, 2027 from La Romana

Ends: Thu, Apr 15, 2027 in Bridgetown

Cruise Ports: La Romana, Catalina Island, Bridgetown

Starts: Mon, Apr 12, 2027 from La Romana

Ends: Fri, Apr 16, 2027 in Fort de France

Cruise Ports: La Romana, Catalina Island, Bridgetown, Fort de France

Starts: Sat, Nov 7, 2026 from San Juan

Ends: Sat, Nov 14, 2026 in San Juan

Cruise Ports: San Juan, Charlotte Amalie (St Thomas), St Croix, Philipsburg (St. Maarten), St John's, Roseau, San Juan

Starts: Mon, Oct 4, 2027 from La Romana

Ends: Mon, Oct 11, 2027 in La Romana

Cruise Ports: La Romana, Catalina Island, Virgin Gorda, Philipsburg (St. Maarten), Fort de France, St John's, La Romana

Starts: Mon, Aug 30, 2027 from La Romana

Ends: Mon, Sep 6, 2027 in La Romana

Cruise Ports: La Romana, Catalina Island, Bridgetown, Fort de France, Pointe-a-Pitre, Road Town, La Romana

Starts: Mon, Aug 23, 2027 from La Romana

Ends: Mon, Aug 30, 2027 in La Romana

Cruise Ports: La Romana, Catalina Island, Virgin Gorda, Philipsburg (St. Maarten), Fort de France, St John's, La Romana

Starts: Sat, Dec 12, 2026 from San Juan

Ends: Sat, Dec 19, 2026 in San Juan

Cruise Ports: San Juan, Tortola, Philipsburg (St. Maarten), St John's, Basseterre, St Croix, San Juan

Starts: Mon, Dec 7, 2026 from La Romana

Ends: Mon, Dec 14, 2026 in La Romana

Cruise Ports: La Romana, Virgin Gorda, Philipsburg (St. Maarten), Basseterre, Road Town, Catalina Island, La Romana

Starts: Sun, Dec 6, 2026 from San Juan

Ends: Sun, Dec 13, 2026 in San Juan

Cruise Ports: San Juan, Tortola, St John's, Philipsburg (St. Maarten), St Croix, Basseterre, San Juan

Starts: Sun, Dec 13, 2026 from San Juan

Ends: Sun, Dec 20, 2026 in San Juan

Cruise Ports: San Juan, Charlotte Amalie (St Thomas), St Croix, Philipsburg (St. Maarten), St John's, Roseau, San Juan

Starts: Sat, Jan 30, 2027 from Miami

Ends: Sun, Feb 7, 2027 in Miami

Cruise Ports: Miami, Oranjestad, Curacao, Amber Cove, Miami

Starts: Sat, Dec 5, 2026 from San Juan

Ends: Sat, Dec 12, 2026 in San Juan

Cruise Ports: San Juan, Charlotte Amalie (St Thomas), St Croix, Philipsburg (St. Maarten), St John's, Roseau, San Juan

Starts: Sun, Nov 1, 2026 from San Juan

Ends: Sun, Nov 8, 2026 in San Juan

Cruise Ports: San Juan, Charlotte Amalie (St Thomas), St John's, Philipsburg (St. Maarten), St Croix, Basseterre, San Juan

Starts: Sat, Jan 9, 2027 from Miami

Ends: Sun, Jan 17, 2027 in Miami

Cruise Ports: Miami, Celebration Key, Oranjestad, Curacao, Miami

Starts: Sat, Feb 6, 2027 from Miami

Ends: Sun, Feb 14, 2027 in Miami

Cruise Ports: Miami, Celebration Key, Oranjestad, Curacao, Miami

Starts: Sat, Jan 16, 2027 from Miami

Ends: Sun, Jan 24, 2027 in Miami

Cruise Ports: Miami, Oranjestad, Curacao, Celebration Key, Miami

Starts: Mon, Sep 20, 2027 from La Romana

Ends: Mon, Sep 27, 2027 in La Romana

Cruise Ports: La Romana, Catalina Island, Virgin Gorda, Philipsburg (St. Maarten), Fort de France, St John's, La Romana

Starts: Mon, Sep 6, 2027 from La Romana

Ends: Mon, Sep 13, 2027 in La Romana

Cruise Ports: La Romana, Catalina Island, Virgin Gorda, Philipsburg (St. Maarten), Fort de France, St John's, La Romana

Starts: Sat, Nov 14, 2026 from Miami

Ends: Sun, Nov 22, 2026 in Miami

Cruise Ports: Miami, Celebration Key, Oranjestad, Curacao, Miami

Starts: Mon, Sep 27, 2027 from La Romana

Ends: Mon, Oct 4, 2027 in La Romana

Cruise Ports: La Romana, Catalina Island, Bridgetown, Fort de France, Pointe-a-Pitre, Road Town, La Romana